EP3470506B1 - Amides d'alkyle d'élimination améliorée de salissures alimentaires - Google Patents

Amides d'alkyle d'élimination améliorée de salissures alimentaires Download PDF

Info

Publication number
EP3470506B1
EP3470506B1 EP18204040.2A EP18204040A EP3470506B1 EP 3470506 B1 EP3470506 B1 EP 3470506B1 EP 18204040 A EP18204040 A EP 18204040A EP 3470506 B1 EP3470506 B1 EP 3470506B1
Authority
EP
European Patent Office
Prior art keywords
composition
water
cleaning composition
cleaning
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
EP18204040.2A
Other languages
German (de)
English (en)
Other versions
EP3470506A1 (fr
Inventor
Amanda Ruth Blattner
Charles Allen Hodge
Mark Dennis Levitt
Nathan D. Peitersen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ecolab USA Inc
Original Assignee
Ecolab USA Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ecolab USA Inc filed Critical Ecolab USA Inc
Priority to EP18204040.2A priority Critical patent/EP3470506B1/fr
Publication of EP3470506A1 publication Critical patent/EP3470506A1/fr
Application granted granted Critical
Publication of EP3470506B1 publication Critical patent/EP3470506B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/43Solvents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/65Mixtures of anionic with cationic compounds
    • C11D1/652Mixtures of anionic compounds with carboxylic amides or alkylol amides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2006Monohydric alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2041Dihydric alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2068Ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/32Amides; Substituted amides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/521Carboxylic amides (R1-CO-NR2R3), where R1, R2 and R3 are alkyl or alkenyl groups
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10Objects to be cleaned
    • C11D2111/14Hard surfaces

Definitions

  • the present invention relates to the field of cleaning compositions and solvents used therein.
  • the invention relates to an environmentally friendly solvent component of alkyl amides for cleaning including but not limited to food and oily soil hard surface cleaning compositions and pot and pan soaking compositions.
  • Solvents derived from renewable biological feedstocks that are non-toxic and have very good environmental properties are becoming highly desirable for replacement of many halogenated or other toxic solvents.
  • D-limonene is a biodegradable cleaning solvent and degreaser occurring in nature as the main component of citrus peel oil. These user-friendly characteristics encourage the use of d-limonene in solvent applications. However, d-limonene lacks some physical properties that limit its applicability to more widespread use.
  • D-limonene is not water-miscible and consequently not easily water-rinsable and is considered a non-aqueous cleaning solvent. D-limonene is a slow-drying solvent that does not quickly evaporate off of surfaces to which it has been applied.
  • water miscibility is important. Being able to rinse a solvent-cleaned surface with water after the solvent cleaning step is preferable to rinsing with an organic solvent. Furthermore, aqueous rinses are often easier to handle and dispose of after application. Thus, water rinse ability is highly desirable in a cleaning solvent for economic and environmental reasons.
  • US 2012/295831 provides foaming light duty liquid detergent formulations that contain at least one cleaning solvent, at least one anionic surfactant and at least foam stabilizing surfactant are disclosed.
  • the compositions are useful for soil removal applications including, but not limited to, washing dishes by hand and cleaning bathroom and kitchen articles and/or surfaces.
  • WO 2013/162926 relates to aqueous hard surface cleaner compositions useful for removing permanent ink.
  • the compositions comprise 75 to 99 wt.% of water; 0.1 to 5 wt.% of a monoterpene; 0.1 to 5 wt.% of a C 10 -C 17 fatty acid derivative; and 0.1 to 5 wt.% of one or more surfactants.
  • the fatty acid derivative is selected from N,N-dialkyl amides, N,N-dialkyl esteramines, and N,N-dialkyl amidoamines.
  • a base such as sodium carbonate or monoethanolamine is also included.
  • the disclosure includes concentrates comprising the non-aqueous components recited above, as well as other applications for the cleaners and concentrates such as graffiti removers and permanent ink erasers.
  • the combination of a monoterpene and certain fatty acid derivatives, especially fatty N,N-dialkyl amides, enables diluted aqueous compositions to rapidly decolorize black permanent marker from hard, non-porous surfaces.
  • the present invention comprises a cleaning composition including an environmentally friendly alkyl amide solvent derived from renewable bio-based resources that works at least as well as d-limonene.
  • the present invention is a cleaning composition as defined in the claims.
  • the composition is essentially free of d-limonene.
  • One aspect not according to the invention provides a cleaning composition having about 0.5 wt. % to about 30 wt. % solvent; about 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier.
  • the solvent is a C 8 and/or C 10 dimethyl alkyl amide.
  • the cleaning composition can contain other functional additives such as a chelant, a water conditioner, a co-solvent and the like.
  • a hard surface cleaning composition comprising about 0.5 wt. % to about 30 wt. % solvent; about 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier, wherein the solvent is an alkyl amide solvent, derivatives thereof and/or combinations thereof; and wherein the hard surface cleaner provides at least equivalent cleaning performance when compared with a hard surface cleaner with a d-limonene solvent.
  • the hard surface cleaner is diluted at least 1:10 with water.
  • the hard surface cleaner is diluted at least 1:50, alternatively 1:100, alternatively 1:500, alternatively 1:1000 in water.
  • a pre-soak dishwashing composition comprising: 0.5 wt. % to about 30 wt. % solvent; about 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier, wherein the solvent is an alkyl amide solvent, derivatives thereof and/or combinations thereof.
  • the pre-soak composition provides at least equivalent cleaning performance when compared with the same pre-soak dishwashing with D-limonene as a solvent instead of the alkyl amide.
  • Yet another aspect not according to the invention provides a ready to use cleaning composition
  • a ready to use cleaning composition comprising an at least 1 :10 dilution of a composition comprising 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier, wherein the solvent is an alkyl amide solvent, derivatives thereof and/or combinations thereof.
  • the ready to use cleaning composition provides at least equivalent foam performance when compared with the same ready to use composition containing d-limonene as a solvent.
  • the present invention is a method of removing red food or black oily soils from a surface as defined in the claims.
  • the method includes diluting a cleaner with water of dilution to form a use solution and contacting the surface with the use solution.
  • the cleaner includes 0.5 wt. % to about 30 wt. % solvent; about 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier.
  • the solvent is a C 8 and/or C 10 dimethyl alkyl amide.
  • the composition may optionally include one or more functional ingredients such as a pH adjuster, a chelator, and/or a water conditioning agent.
  • the use solution is capable of removing soils including up to 20% proteins.
  • the present technology provides an aqueous composition for dissolving petroleum or asphalt in primary and secondary petroleum recovery methods.
  • Petroleum recovery is typically accomplished by drilling into a petroleum containing formation and the solvent containing composition of the invention may be used to enhance the same by dissolving petroleum deposits that have accumulated on the drill. They may also be used to enhance recovery in secondary recovery methods, such as those containing viscous petroleum/asphalt.
  • the composition may be used to enhance petroleum recovery by dissolving petroleum in the deposit for extraction. Methods include injecting an aqueous composition of the invention to dissolve and force residual petroleum in an underground formation to one or more recovery wells.
  • embodiments disclosed herein relate to a process for enhanced oil recovery.
  • the process includes the steps of providing an amide solvent containing composition of the invention to provide an oil recovery solution; and introducing the oil recovery solution into an earthen formation at a pressure to provide for enhanced oil recovery.
  • the embodiments disclosed herein relate to a process for enhanced oil recovery including the steps of providing an amide solvent containing composition of the invention to provide an oil recovery solution; and introducing the oil recovery solution into an earthen formation where drilling is taking place to remove deposits lodged on the drill.
  • weight percent As used herein, weight percent (wt-%), percent by weight, % by weight, and the like are synonyms that refer to the concentration of a substance as the weight of that substance divided by the total weight of the composition and multiplied by 100. Weight percents are reported at 18% actives unless otherwise specified.
  • the term "about" modifying the quantity of an ingredient in the compositions of the invention or employed in the methods of the invention refers to variation in the numerical quantity that can occur, for example, through typical measuring and liquid handling procedures used for making concentrates or use solutions in the real world; through inadvertent error in these procedures; through differences in the manufacture, source, or purity of the ingredients employed to make the compositions or carry out the methods; and the like.
  • the term about also encompasses amounts that differ due to different equilibrium conditions for a composition resulting from a particular initial mixture. Whether or not modified by the term "about,” the claims include equivalents to the quantities.
  • alkyl refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group. Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbonyl, carbonyloxy, cyano, methylsulfonylamino, or halogen, for example.
  • alkyl examples include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n-pentyl, n-hexyl, 3-methylpentyl, and the like.
  • surfactant or "surface active agent” refers to an organic chemical that when added to a liquid changes the properties of that liquid at a surface.
  • Croning means to perform or aid in soil removal, bleaching, microbial population reduction, rinsing, or combination thereof.
  • the term "substantially free” refers to compositions completely lacking the component or having such a small amount of the component that the component does not affect the effectiveness of the composition.
  • the component may be present as an impurity or as a contaminant and shall be less than 0.5 wt.%. In another embodiment, the amount of the component is less than 0.1 wt-% and in yet another embodiment, the amount of component is less than 0.01 wt.%.
  • ware includes items such as eating and cooking utensils.
  • ware washing refers to washing, cleaning, or rinsing ware.
  • hard surface includes showers, sinks, toilets, bathtubs, countertops, windows, mirrors, transportation vehicles, floors, and the like. These surfaces can be those typified as “hard surfaces” (such as walls, floors, bed-pans)
  • actives or “percent actives” or “percent by weight actives” or “actives concentration” are used interchangeably herein and refers to the concentration of those ingredients involved in cleaning expressed as a percentage minus inert ingredients such as water or salts.
  • substantially similar cleaning performance refers generally to achievement by a substitute cleaning product or substitute cleaning system of generally the same degree (or at least not a significantly lesser degree) of cleanliness or with generally the same expenditure (or at least not a significantly lesser expenditure) of effort, or both, when using the substitute cleaning product or substitute cleaning system rather than a alkyl phenol ethoxylate-containing cleaning to address a typical soiling condition on a typical substrate.
  • This degree of cleanliness may, depending on the particular cleaning product and particular substrate, correspond to a general absence of visible soils, or to some lesser degree of cleanliness, as explained in the prior paragraph.
  • the present invention relates to cleaning compositions and methods of using the cleaning compositions for cleaning and removing organic soils from a surface in any of a number of embodiments, such as pot and pan pre-soaks, or hard surface cleaners,.
  • the cleaning composition is effective at removing food soils including proteins, lard and oils from various surfaces.
  • the cleaning composition is effective at removing soils containing up to about 20% protein.
  • the cleaning composition is also effective at removing oily soils including such things as clay, and motor oil and dissolving asphalt.
  • the cleaning compositions include an environmentally friendly alkyl amide solvent, derived from renewable bio-based resources.
  • the present invention is a cleaning composition including an anionic surfactant, C 8 and/or C 10 dimethyl alkyl amide solvent, a cosolvent, wherein said cosolvent is glycol ether, a neutralizing agent in an amount sufficient to neutralize the anionic surfactant, wherein said a neutralizing agent is an alkaline metal salt, an amine, or a mixture thereof and water.
  • the composition is essentially free of d-limonene.
  • One aspect not according to the invention provides a cleaning composition having about 0.5 wt. % to about 30 wt. % solvent; about 5.0 wt. % to about 40 wt. % of one or more surfactants and 0.1 wt. % to about 90 wt. % of a carrier, wherein the solvent is an alkyl amide solvent, derivatives thereof and/or combinations thereof.
  • the cleaning composition can contain other functional additives such as a chelant, a water conditioner, and the like.
  • the cleaning compositions provide a green, readily biodegradable renewable, replacement for conventional detergent solvents.
  • the cleaning compositions can be used in various industries, including, but not limited to: manual and automatic ware washing, vehicle washing, food and beverage, vehicle care, quick service restaurants and textile care.
  • the cleaning compositions can be used in hard-surface cleaning applications, including, for example: bathroom surfaces, dishwashing equipment, food and beverage equipment, vehicles and tabletops.
  • the cleaning compositions can also be used in pot and pan pre-soak embodiments.
  • Alkyl amides useful for the present invention are C 8 -C 10 dimethyl amides.
  • alkyl amides useful for the invention include the line of Steposol amides, including, for example, Steposol ® M8-10 (N, N-dimethyloctanamide) (N,N-dimethylcaprylamide) and N, N-dimethyl- decanamide (N,N-dimethylcapramide)), and Steposol ® M10 (N, N-dimethyl-decanamide (N,N-dimethylcapramide)) commercially available from Stepan Company, Northfield Illinois.
  • the alkyl amide solvent is a C 8 and/or C 10 dimethyl alkyl amide solvent.
  • the composition of the include from about 0.5 wt. % to about 30 wt. % of an alkyl amide solvent; preferably about 1.0 wt. % to about 25 wt. % and most preferably from about 5.0 wt.% to about 20 wt. % .
  • the alkyl amide solvent may replace a d-limonene solvent on a 1:1 wt. % basis.
  • the cleaning composition contains a detersive amount of an anionic surfactant or a mixture of anionic surfactants.
  • Anionic surfactants are desirable in cleaning compositions because of their wetting and detersive properties.
  • the anionic surfactants that can be used according to the invention include any anionic surfactant available in the cleaning industry. Suitable groups of anionic surfactants include sulfonates and sulfates.
  • Suitable surfactants that can be provided in the anionic surfactant component include alkyl aryl sulfonates, secondary alkane sulfonates, alkyl methyl ester sulfonates, alpha olefin sulfonates, alkyl ether sulfates, alkyl sulfates, and alcohol sulfates.
  • Suitable alkyl aryl sulfonates that can be used in the cleaning composition can have an alkyl group that contains 6 to 24 carbon atoms and the aryl group can be at least one of benzene, toluene, and xylene.
  • a suitable alkyl aryl sulfonate includes linear alkyl benzene sulfonate.
  • a suitable linear alkyl benzene sulfonate includes linear dodecyl benzyl sulfonate that can be provided as an acid that is neutralized to form the sulfonate.
  • Additional suitable alkyl aryl sulfonates include xylene sulfonate and cumene sulfonate.
  • Suitable alkane sulfonates that can be used in the cleaning composition can have an alkane group having 6 to 24 carbon atoms.
  • Suitable alkane sulfonates that can be used include secondary alkane sulfonates.
  • a suitable secondary alkane sulfonate includes sodium C 14 -C 17 secondary alkyl sulfonate commercially available as Hostapur SAS from Clariant.
  • Suitable alkyl methyl ester sulfonates that can be used in the cleaning composition include those having an alkyl group containing 6 to 24 carbon atoms.
  • Suitable alpha olefin sulfonates that can be used in the cleaning composition include those having alpha olefin groups containing 6 to 24 carbon atoms.
  • Suitable alkyl ether sulfates that can be used in the cleaning composition include those having between about 1 and about 10 repeating alkoxy groups, between about 1 and about 5 repeating alkoxy groups. In general, the alkoxy group will contain between about 2 and about 4 carbon atoms. A suitable alkoxy group is ethoxy. A suitable alkyl ether sulfate is sodium lauric ether ethoxylate sulfate and is available under the name Steol CS-460.
  • Suitable alkyl sulfates that can be used in the cleaning composition include those having an alkyl group containing 6 to 24 carbon atoms.
  • Suitable alkyl sulfates include, but are not limited to, sodium lauryl sulfate and sodium lauryl/myristyl sulfate.
  • Suitable alcohol sulfates that can be used in the cleaning composition include those having an alcohol group containing about 6 to about 24 carbon atoms.
  • the anionic surfactant can be neutralized with an alkaline metal salt, an amine, or a mixture thereof.
  • Suitable alkaline metal salts include sodium, potassium, and magnesium.
  • Suitable amines include monoethanolamine, triethanolamine, and monoisopropanolamine.
  • a suitable mixture of alkaline metal salt can be sodium and magnesium, and the molar ratio of sodium to magnesium can be between about 3:1 and about 1:1.
  • the anionic surfactant is an amine salt form of the anionic surfactant.
  • the cleaning composition when provided as a concentrate, can include the anionic surfactant component in an amount sufficient to provide a use composition having desired wetting and detersive properties after dilution with water.
  • the composition can contain from about 5 wt.% to about 40 wt.%, about 10 wt.% to about 35 wt.%, and 15 wt.%, about 30 wt.% to and similar intermediate concentrations of the anionic surfactant.
  • the anionic surfactant is neutralized with an alkaline metal salt, an amine, or a mixture thereof.
  • Suitable alkaline metal salts include sodium, potassium, and magnesium.
  • Suitable amines include monoethanolamine, triethanolamine, and monoisopropanolamine. If a mixture of salts is used, a suitable mixture of alkaline metal salt can be sodium and magnesium, and the molar ratio of sodium to magnesium can be between about 3:1 and about 1:1.
  • the neutralizing agent is present in any amount sufficient to neutralize the anionic surfactant. Examples of typical amounts can be from about 0 wt.% to about 35 wt.%, about 0 wt.% to about 30 wt.%, and 0 wt.%, about 25 wt.% .
  • the cleaning composition also includes a carrier, which is water.
  • a carrier which is water.
  • the water may be provided as deionized water or as softened water.
  • the water provided as part of the concentrate can be relatively free of hardness. It is expected that the water can be deionized to remove a portion of the dissolved solids.
  • deionized water is preferred for formulating the concentrate, the concentrate can be formulated with water that has not been deionized. That is, the concentrate can be formulated with water that includes dissolved solids, and can be formulated with water that can be characterized as hard water.
  • the amount of water in a liquid cleaning composition is preferably from about 0% to about 99% by weight of the total composition.
  • the amount of water in a liquid cleaning composition is from about .1 % to about 90%, alternatively between about 1% and about 85%, alternatively about 5% to about 80% by weight of the total composition.
  • the amount of principal carrier, e.g., water can be in a percentage as to bring the total percentage of the composition to 100%.
  • the water conditioning agent/chelant is optional, but preferred and aids in removing metal compounds and in reducing harmful effects of hardness components in service water.
  • exemplary water conditioning agents include chelating agents, sequestering agents and inhibitors.
  • Polyvalent metal cations or compounds such as a calcium, a magnesium, an iron, a manganese, a molybdenum, etc. cation or compound, or mixtures thereof, can be present in service water and in complex soils. Such compounds or cations can interfere with the effectiveness of a washing or rinsing compositions during a cleaning application.
  • a water conditioning agent can effectively complex and remove such compounds or cations from soiled surfaces and can reduce or eliminate the inappropriate interaction with active ingredients including the nonionic surfactants and anionic surfactants of the invention.
  • Inorganic water conditioning agents include such compounds as sodium tripolyphosphate and other higher linear and cyclic polyphosphates species.
  • Organic water conditioning agents include both polymeric and small molecule water conditioning agents.
  • Organic small molecule water conditioning agents are typically organocarboxylate compounds or organophosphate water conditioning agents.
  • Polymeric inhibitors commonly comprise polyanionic compositions such as polyacrylic acid compounds.
  • Small molecule organic water conditioning agents include, but are not limited to: sodium gluconate, sodium glucoheptonate, N-hydroxyethylenediaminetriacetic acid (HEDTA), ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), diethylenetriaminepentaacetic acid (DTPA), ethylenediaminetetraproprionic acid, triethylenetetraaminehexaacetic acid (TTHA), and the respective alkali metal, ammonium and substituted ammonium salts thereof, ethylenediaminetetraacetic acid tetrasodium salt (EDTA), nitrilotriacetic acid trisodium salt (NTA), ethanoldiglycine disodium salt (EDG), diethanolglycine sodium-salt (DEG), and 1,3-propylenediaminetetraacetic acid (PDTA), dicarboxymethyl glutamic acid tetrasodium salt (GLDA), methylglycine-N
  • composition of the include from about 0.01 wt. % to about 15 wt. % of an water conditioning agent/chelant; preferably about 0.05 wt. % to about 10 wt. % and most preferably from about 0.1 wt.% to about 5 wt. % .
  • the cleaning composition can contain additional surfactants such as nonionic, amphoteric, or cationic surfactants.
  • Nonionic surfactants can be included in the cleaning composition to enhance grease removal properties.
  • the additional surfactant component can include a nonionic surfactant component, it should be understood that the nonionic cosurfactant component can be excluded from the detergent composition.
  • Nonionic surfactants that can be used in the composition include polyalkylene oxide surfactants (also known as polyoxyalkylene surfactants or polyalkylene glycol surfactants).
  • Suitable polyalkylene oxide surfactants include polyoxypropylene surfactants and polyoxyethylene glycol surfactants.
  • Suitable surfactants of this type are synthetic organic polyoxypropylene (PO)-polyoxyethylene (EO) block copolymers. These surfactants include a di-block polymer comprising an EO block and a PO block, a center block of polyoxypropylene units (PO), and having blocks of polyoxyethylene grafted onto the polyoxypropylene unit or a center block of EO with attached PO blocks.
  • this surfactant can have further blocks of either polyoxyethylene or polyoxypropylene in the molecules.
  • a suitable average molecular weight range of useful surfactants can be about 1,000 to about 40,000 and the weight percent content of ethylene oxide can be about 10-80 wt.%.
  • Additional nonionic surfactants include alcohol alkoxylates.
  • An suitable alcohol alkoxylate include linear alcohol ethoxylates such as Tomadol TM 1-5 which is a surfactant containing an alkyl group having 11 carbon atoms and 5 moles of ethylene oxide.
  • Additional alcohol alkoxylates include alkylphenol ethoxylates, branched alcohol ethoxylates, secondary alcohol ethoxylates (e.g., Tergitol 15-S-7 from Dow Chemical), castor oil ethoxylates, alkylamine ethoxylates, tallow amine ethoxylates, fatty acid ethoxylates, sorbital oleate ethoxylates, end-capped ethoxylates, or mixtures thereof.
  • alkylphenol ethoxylates branched alcohol ethoxylates
  • secondary alcohol ethoxylates e.g., Tergitol 15-S-7 from Dow Chemical
  • castor oil ethoxylates e.g., alkylamine ethoxylates, tallow amine ethoxylates, fatty acid ethoxylates, sorbital oleate ethoxylates, end-capped ethoxylates, or mixtures
  • Additional nonionic surfactants include amides such as fatty alkanolamides, alkyldiethanolamides, coconut diethanolamide, lauramide diethanolamide, cocoamide diethanolamide, polyethylene glycol cocoamide (e.g., PEG-6 cocoamide), oleic diethanolamide, or mixtures thereof.
  • amides such as fatty alkanolamides, alkyldiethanolamides, coconut diethanolamide, lauramide diethanolamide, cocoamide diethanolamide, polyethylene glycol cocoamide (e.g., PEG-6 cocoamide), oleic diethanolamide, or mixtures thereof.
  • nonionic surfactants include polyalkoxylated aliphatic base, polyalkoxylated amide, glycol esters, glycerol esters, amine oxides, phosphate esters, alcohol phosphate, fatty triglycerides, fatty triglyceride esters, alkyl ether phosphate, alkyl esters, alkyl phenol ethoxylate phosphate esters, alkyl polysaccharides, block copolymers, alkyl polyglucosides, or mixtures thereof.
  • nonionic surfactants When nonionic surfactants are included in the detergent composition concentrate, they can be included in an amount of at least about 0.1 wt.% and can be included in an amount of up to about 15 wt.%.
  • the concentrate can include about 0.1 to 1.0 wt.%, about 0.5 wt.% to about 12 wt.% or about 2 wt.% to about 10 wt.% of the nonionic surfactant.
  • Amphoteric surfactants can also be used to provide desired detersive properties. Suitable amphoteric surfactants that can be used include, but are not limited to: betaines, imidazolines, and propionates. Suitable amphoteric surfactants include, but are not limited to: sultaines, amphopropionates, amphodipropionates, aminopropionates, aminodipropionates, amphoacetates, amphodiacetates, and amphohydroxypropylsulfonates.
  • the amphoteric surfactant can be included in an amount of about 0.1 wt.% to about 15 wt.%.
  • the concentrate can include about 0.1 wt.% to about 1.0 wt.%, 0.5 wt.% to about 12 wt.% or about 2 wt.% to about 10 wt.% of the amphoteric surfactant.
  • the cleaning composition can contain a cationic surfactant component that includes a detersive amount of cationic surfactant or a mixture of cationic surfactants.
  • the cationic surfactant can be used to provide sanitizing properties.
  • Cationic surfactants that can be used in the cleaning composition include, but are not limited to: amines such as primary, secondary and tertiary monoamines with C 18 alkyl or alkenyl chains, ethoxylated alkylamines, alkoxylates of ethylenediamine, imidazoles such as a 1-(2-hydroxyethyl)-2-imidazoline, a 2-alkyl-1-(2-hydroxyethyl)-2-imidazoline, and the like; and quaternary ammonium salts, as for example, alkylquaternary ammonium chloride surfactants such as n-alkyl(C 12 -C 18 )dimethylbenzyl ammonium chloride, n-tetradecyldimethylbenzylammonium chloride monohydrate, and a naphthylene-substituted quaternary ammonium chloride such as dimethyl-1-naphthylmethylammonium chloride.
  • the cationic surfactant can be included in an amount of about 0.1 wt.% to about 15 wt.%.
  • the concentrate can include about 0.1 wt.% to about 1.0 wt.%, 0.5 wt.% to about 12 wt.% or about 2 wt.% to about 10 wt.% of the cationic surfactant.
  • the compositions contain glycol ether cosolvent to further enhance soil removal properties.
  • additional solvents may be used to adjust the viscosity of the final composition.
  • the solvent may or may not be included to improve soil removal, handle ability or ease of use of the compositions of the invention.
  • suitable solvents useful in removing hydrophobic soils include, but are not limited to: oxygenated solvents such as lower alkanols, lower alkyl ethers, glycols.
  • suitable solvents useful in removing hydrophobic soils include, but are not limited to: oxygenated solvents such as lower alkanols, lower alkyl ethers, glycols.
  • other solvents include, but are not limited to: methanol, ethanol, propanol, isopropanol and butanol and isobutanol.
  • Substantially water soluble glycol ether solvents include, not are not limited to: propylene glycol methyl ether, propylene glycol propyl ether, dipropylene glycol methyl ether, tripropylene glycol methyl ether, ethylene glycol butyl ether, diethylene glycol methyl ether, diethylene glycol butyl ether, ethylene glycol dimethyl ether, ethylene glycol propyl ether, diethylene glycol ethyl ether, triethylene glycol methyl ether, triethylene glycol ethyl ether, triethylene glycol butyl ether and the like.
  • the composition is essentially free of d-limonene.
  • the composition when additional solvent is present, can contain from about 0 wt.% to about 40 wt.%, preferably from about 0 wt.% to about 35 wt.%, and more preferably from about 0 wt.%, about 30 wt.% and similar intermediate concentrations of the solvent.
  • the composition include a cosolvent of glycol ether.
  • the cleaning compositions of the present invention are substantially free of d-limonene or any nonrenewable solvents, making the detergent composition more environmentally acceptable.
  • D-limonene-free refers to a composition, mixture, or ingredients to which D-limonene is not added. Should d-limonene be present through contamination, the level of d-limonene in the resulting composition is less than approximately 0.5 wt.%, less than approximately 0.1 wt%, and often less than approximately 0.01 wt.%.
  • the cleaning composition can include additional components or agents, such as additional functional materials.
  • the functional materials provide desired properties and functionalities to the cleaning composition.
  • the term "functional materials" include a material that when dispersed or dissolved in a use and/or concentrate solution, such as an aqueous solution, provides a beneficial property in a particular use.
  • the cleaning preparations containing the alkyl amide solvent may optionally contain other soil-digesting components, co-surfactants, disinfectants, sanitizers, acidulants, complexing agents, corrosion inhibitors, foam inhibitors, dyes, thickening or gelling agents, and perfumes, as described, for example, in U.S. Patent No. 7,341,983 .
  • Suitable thickeners can include those which do not leave contaminating residue on the surface to be treated.
  • thickeners which may be used in the present invention include natural gums such as xanthan gum, guar gum, modified guar, or other gums from plant mucilage; polysaccharide based thickeners, such as alginates, starches, and cellulosic polymers (e.g., carboxymethyl cellulose, hydroxyethyl cellulose, and the like); polyacrylates thickeners; and hydrocolloid thickeners, such as pectin.
  • the concentration of thickener employed in the present compositions or methods will be dictated by the desired viscosity within the final composition.
  • the viscosity of thickener within the present composition ranges from about 0.1 wt.% to about 3 wt.%, from about 0.1 wt.% to about 2 wt.%, or about 0.1 wt.% to about 0.5 wt.%.
  • the cleaning composition may also include bleaching agents for lightening or whitening a substrate.
  • suitable bleaching agents include bleaching compounds capable of liberating an active halogen species, such as Cl 2 , Br 2 , -OCl - and/or -OBr - , under conditions typically encountered during the cleansing process.
  • Suitable bleaching agents for use in the present cleaning compositions include, for example, chlorine-containing compounds such as a chlorine, a hypochlorite, and chloramine.
  • Exemplary halogen-releasing compounds include the alkali metal dichloroisocyanurates, chlorinated trisodium phosphate, the alkali metal hypochlorites, monochloramine and dichloramine, and the like.
  • Encapsulated chlorine sources may also be used to enhance the stability of the chlorine source in the composition (see, for example, U.S. Patent Nos. 4,618,914 and 4,830,773 ).
  • a bleaching agent may also be a peroxygen or active oxygen source such as hydrogen peroxide, perborates, sodium carbonate peroxyhydrate, phosphate peroxyhydrates, potassium permonosulfate, and sodium perborate mono and tetrahydrate, with and without activators such as tetraacetylethylene diamine, and the like.
  • the composition can include an effective amount of a bleaching agent.
  • the concentrate when the concentrate includes a bleaching agent, it can be included in an amount of about 0.1 wt.% to about 60 wt.%, about 1 wt.% to about 20 wt.%, about 3 wt.% to about 8 wt.%, and about 3 wt.% to about 6 wt.%.
  • the cleaning composition can include an effective amount of detergent fillers, which does not perform as a cleaning agent per se, but cooperates with the cleaning agent to enhance the overall cleaning capacity of the composition.
  • detergent fillers suitable for use in the present cleaning compositions include sodium sulfate, sodium chloride, starch, sugars, C 1 -C 10 alkylene glycols such as propylene glycol, and the like.
  • the concentrate includes a detergent filler, it can be included in an amount of between about 1 wt.% and about 20 wt.% and between about 3 wt.% and about 15 wt.%.
  • the cleaning composition can include a defoaming agent to reduce the stability of foam and reduce foaming.
  • the defoaming agent can be provided in an amount of between about 0.01 wt.% and about 3 wt.%.
  • defoaming agents examples include ethylene oxide/propylene oxide block copolymers such as those available under the name Pluronic N3, silicone compounds such as silica dispersed in polydimethylsiloxane, polydimethylsiloxane, and functionalized polydimethylsiloxane such as those available under the name Abil B9952, fatty amides, hydrocarbon waxes, fatty acids, fatty esters, fatty alcohols, fatty acid soaps, ethoxylates, mineral oils, polyethylene glycol esters, alkyl phosphate esters such as monostearyl phosphate, and the like.
  • a discussion of defoaming agents may be found, for example, in U.S. Patent No. 3,048,548 to Martin et al. , U.S. Patent No. 3,334,147 to Brunelle et al. , and U.S. Patent No. 3,442,242 to Rue et al. .
  • the cleaning composition can include an anti-redeposition agent for facilitating sustained suspension of soils in a cleaning solution and preventing the removed soils from being redeposited onto the substrate being cleaned.
  • suitable anti-redeposition agents include fatty acid amides, fluorocarbon surfactants, complex phosphate esters, styrene maleic anhydride copolymers, and cellulosic derivatives such as hydroxyethyl cellulose, hydroxypropyl cellulose, and the like.
  • the anti-redeposition agent can be included in an amount of between about 0.5 wt.% and about 10 wt.% and between about 1 wt.% and about 5 wt.%.
  • Stabilizing agents that can be used in the cleaning composition include, but are not limited to: primary aliphatic amines, betaines, borate, calcium ions, sodium citrate, citric acid, sodium formate, glycerine, malonic acid, organic diacids, polyols, propylene glycol, and mixtures thereof.
  • the concentrate need not include a stabilizing agent, but when the concentrate includes a stabilizing agent, it can be included in an amount that provides the desired level of stability of the concentrate. Exemplary ranges of the stabilizing agent include up to about 20 wt.%, between about 0.5 wt.% to about 15 wt.% and between about 2 wt.% to about 10 wt.%.
  • Dispersants that can be used in the cleaning composition include maleic acid/olefin copolymers, polyacrylic acid, and its copolymers, and mixtures thereof.
  • the concentrate need not include a dispersant, but when a dispersant is included it can be included in an amount that provides the desired dispersant properties.
  • Exemplary ranges of the dispersant in the concentrate can be up to about 20 wt.%, between about 0.5 w.% and about 15 wt.%, and between about 2 wt.% and about 9 wt.%.
  • compositions of the invention may optionally include a hydrotrope that aides in compositional stability and aqueous formulation.
  • a hydrotrope that aides in compositional stability and aqueous formulation.
  • the suitable hydrotrope couplers which can be employed are non-toxic and retain the active ingredients in aqueous solution throughout the temperature range and concentration to which a concentrate or any use solution is exposed.
  • hydrotrope coupler may be used provided it does not react with the other components of the composition or negatively affect the performance properties of the composition.
  • hydrotropic coupling agents or solubilizers which can be employed include anionic surfactants such as alkyl sulfates and alkane sulfonates, linear alkyl benzene or naphthalene sulfonates, secondary alkane sulfonates, alkyl ether sulfates or sulfonates, alkyl phosphates or phosphonates, dialkyl sulfosuccinic acid esters, sugar esters (e.g., sorbitan esters), amine oxides (mono-, di-, or tri-alkyl) and C 8 -C 10 alkyl glucosides.
  • Preferred coupling agents for use in the present invention include n-octanesulfonate, available as NAS 8D from Ecolab Inc., n-octyl dimethylamine oxide, and the commonly available aromatic sulfonates such as the alkyl benzene sulfonates (e.g. xylene sulfonates) or naphthalene sulfonates, aryl or alkaryl phosphate esters or their alkoxylated analogues having 1 to about 40 ethylene, propylene or butylene oxide units or mixtures thereof.
  • n-octanesulfonate available as NAS 8D from Ecolab Inc.
  • n-octyl dimethylamine oxide and the commonly available aromatic sulfonates such as the alkyl benzene sulfonates (e.g. xylene sulfonates) or naphthalene sulfonates, aryl or alka
  • Nonionic surfactants of C 6 -C 24 alcohol alkoxylates (alkoxylate means ethoxylates, propoxylates, butoxylates, and co-or-terpolymer mixtures thereof) (preferably C 6 -C 14 alcohol alkoxylates) having 1 to about 15 alkylene oxide groups (preferably about 4 to about 10 alkylene oxide groups); C 6 -C 24 alkylphenol alkoxylates (preferably C 8 -C 10 alkylphenol alkoxylates) having 1 to about 15 alkylene oxide groups (preferably about 4 to about 10 alkylene oxide groups); C 6 -C 24 alkylpolyglycosides (preferably C 6 -C 20 alkylpolyglycosides) having 1 to about 15 glycoside groups (preferably about 4 to about 10 glycoside groups); C 6 -C 24 fatty acid ester ethoxylates, propoxylates or glycerides; and C 4 -C 12 mono or dialkanolamides.
  • alkoxylate
  • composition of an optional hydrotrope can be present in the range of from about 0 to about 25 percent by weight.
  • Dyes may be included to alter the appearance of the composition, as for example, any of a variety of FD&C dyes, D&C dyes, and the like.
  • Additional suitable dyes include Direct Blue 86 (Miles), Fastusol Blue (Mobay Chemical Corp.), Acid Orange 7 (American Cyanamid), Basic Violet 10 (Sandoz), Acid Yellow 23 (GAF), Acid Yellow 17 (Sigma Chemical), Sap Green (Keystone Aniline and Chemical), Metanil Yellow (Keystone Aniline and Chemical), Acid Blue 9 (Hilton Davis), Sandolan Blue/Acid Blue 182 (Sandoz), Hisol Fast Red (Capitol Color and Chemical), Fluorescein (Capitol Color and Chemical), Acid Green 25 (BASF), Pylakor Acid Bright Red (Pylam), and the like.
  • Fragrances or perfumes that may be included in the compositions include, for example, terpenoids such as citronellol, aldehydes such as amyl cinnamaldehyde, a jasmine such as C1S-jasmine or j asmal, vanillin, and the like.
  • the present composition can also include any number of adjuvants.
  • the composition can include stabilizing agents, wetting agents, thickeners, foaming agents, corrosion inhibitors, biocides, hydrogen peroxide, pigments or dyes among any number of other constituents which can be added to the composition.
  • Such adjuvants can be preformulated with the present composition or added to the system simultaneously, or even after, the addition of the present composition.
  • the composition can also contain any number of other constituents as necessitated by the application, which are known and which can facilitate the activity of the present compositions.
  • the cleaning composition of the present invention is effective at removing soils containing proteins, lard and oils. In one embodiment, the cleaning composition is effective at removing soils containing up to about 20% protein.
  • suitable exemplary liquid concentrate compositions are provided in the following table. In general, d-limonene is replaced 1:1 at the actives level in all formulations with alkyl amides. Table 1.
  • Exemplary Compositions not according to the invention Component First Range (Wt.%) Second Range (Wt.%) Third Range (Wt.%) Water 0.1-90 1 - 85 5 - 80 Amide solvent 0.5 - 30 1 - 25 5 - 20 Anionic surfactant 5 - 40 10-35 15 - 30 chelant 0-15 0-10 0-5 Additional solvent 0-30 0-25 0-20
  • the concentrate composition of the present invention can be provided as a solid, liquid, or gel, or a combination thereof.
  • the cleaning compositions may be provided as a concentrate such that the cleaning composition is substantially free of any added water or the concentrate may contain a nominal amount of water.
  • the concentrate can be formulated without any water or can be provided with a relatively small amount of water in order to reduce the expense of transporting the concentrate.
  • the composition concentrate can be provided as a capsule or pellet of compressed powder, a solid, or loose powder, either contained by a water soluble material or not.
  • the capsule or pellet of the composition in a material, can be introduced into a volume of water, and if present the water soluble material can solubilize, degrade, or disperse to allow contact of the composition concentrate with the water.
  • the terms "capsule” and "pellet” are used for exemplary purposes and are not intended to limit the delivery mode of the invention to a particular shape.
  • the concentrate When provided as a liquid concentrate composition, the concentrate can be diluted through dispensing equipment using aspirators, peristaltic pumps, gear pumps, mass flow meters, and the like.
  • This liquid concentrate embodiment can also be delivered in bottles, jars, dosing bottles, bottles with dosing caps, and the like.
  • the liquid concentrate composition can be filled into a multi-chambered cartridge insert that is then placed in a spray bottle or other delivery device filled with a pre-measured amount of water.
  • the concentrate composition can be provided in a solid form that resists crumbling or other degradation until placed into a container.
  • a container may either be filled with water before placing the composition concentrate into the container, or it may be filled with water after the composition concentrate is placed into the container.
  • the solid concentrate composition dissolves, solubilizes, or otherwise disintegrates upon contact with water.
  • a solid concentrate composition dissolves rapidly thereby allowing the concentrate composition to become a use composition and further allowing the end user to apply the use composition to a surface in need of cleaning.
  • the compositions provided above may be altered in a manner to solidify the cleaning composition by any means known in the art. For example, the amount of water may be reduced or additional ingredients may be added to the cleaning composition, such as a solidification agent.
  • the solid concentrate composition can be diluted through dispensing equipment whereby water is sprayed at the solid block forming the use solution.
  • the water flow is delivered at a relatively constant rate using mechanical, electrical, or hydraulic controls and the like.
  • the solid concentrate composition can also be diluted through dispensing equipment whereby water flows around the solid block, creating a use solution as the solid concentrate dissolves.
  • the solid concentrate composition can also be diluted through pellet, tablet, powder and paste dispensers, and the like.
  • the water used to dilute the concentrate can be available at the locale or site of dilution.
  • the water of dilution may contain varying levels of hardness depending upon the locale.
  • Service water available from various municipalities have varying levels of hardness. It is desirable to provide a concentrate that can handle the hardness levels found in the service water of various municipalities.
  • the water of dilution that is used to dilute the concentrate can be characterized as hard water when it includes at least 1 grain hardness. It is expected that the water of dilution can include at least 5 grains hardness, at least 10 grains hardness, or at least 20 grains hardness.
  • the concentrate will be diluted with the water of dilution in order to provide a use solution having a desired level of detersive properties. If the use solution is required to remove tough or heavy soils, it is expected that the concentrate can be diluted with the water of dilution at a weight ratio of at least 1:1 and up to 1:8. If a light duty cleaning use solution is desired, it is expected that the concentrate can be diluted at a weight ratio of concentrate to water of dilution of up to about 1:256.
  • the cleaning compositions may be provided as a ready-to-use (RTU) composition. If the cleaning composition is provided as a RTU composition, a more significant amount of water is added to the cleaning composition as a diluent.
  • RTU ready-to-use
  • the concentrate may be desirable to provide it in a flowable form so that it can be pumped or aspirated. It has been found that it is generally difficult to accurately pump a small amount of a liquid. It is generally more effective to pump a larger amount of a liquid. Accordingly, although it is desirable to provide the concentrate with as little water as possible in order to reduce transportation costs, it is also desirable to provide a concentrate that can be dispensed accurately.
  • water will be present in an amount of up to about 90 wt.%, particularly between about 20 wt.% and about 85 wt.%, more particularly between about 30 wt.% and about 80 wt.% and most particularly between about 50 wt.% and about 80 wt.%.
  • the above-disclosed cleaning composition may, if desired, be further diluted with up to about 96 wt.% water, based on the weight of the cleaning composition.
  • compositions of the invention may be useful to clean a variety of surfaces.
  • Invention compositions may be used to clean soils on hard surfaces including but not limited to ceramics, ceramic tile, grout, granite, concrete, mirrors, enameled surfaces, metals including aluminum, brass, stainless steel and the like.
  • Compositions of the invention may also be used to clean soiled linens such as towels, sheets, and nonwoven webs.
  • compositions of the invention are useful to formulate hard surface cleaners, laundry detergents, oven cleaners, hand soaps, automotive detergents, and ware washing detergents whether automatic or manual.
  • a red food soil consisting of lard, oil, protein, and iron (III) oxide (for color) was prepared. About 30 grams of lard was combined with about 30 grams of corn oil, about 15 grams of whole powdered egg, and about 1.5 grams of Fe 2 O 3 . The soil has 20% protein content.
  • the soil removal test was conducted using a Gardner Straightline Apparatus with a synthetic sponge.
  • the synthetic sponge was pre-dampened with water with the excess water squeezed out and then saturated with about 50 grams of the test compositions.
  • the tiles were then placed into the Gardner Straightline Apparatus with the grain of the tiles parallel to the direction of sponge travel.
  • the tiles were scrubbed with about 2 pounds of pressure with the moistened synthetic sponge for 16 cycles, rotating the tiles 90 degrees every 4 cycles for a complete 360 degree rotation of the tiles.
  • the tiles were then rinsed with city water and dried overnight at room temperature. Hunter Lab L ⁇ reflectance of the soiled tiles and washed tiles were measured.
  • percent soil removal soiled L ′ * ⁇ washed L ′ * soiled L ′ * * 100
  • compositions were evaluated based on the d-limonene containing control formula. If the composition removed an acceptable amount of red food soil at all concentrations, the compositions were then evaluated to determine whether they performed substantially similarly to, and could act as a suitable replacement for, a commercially known cleaner. Two compositions were considered to behave substantially similarly if the amount of red food soil removed was within about 10% at low and high concentrations and within about 15% at intermediate concentrations.
  • a black oily soil including about 50 grams mineral spirits, about 5 grams mineral oil, about 5 grams motor oil, about 2.5 grams oil dag and about 37.5 grams bandy black clay was prepared.
  • a plurality of 3" x 3" white vinyl tiles were soiled on the back, grooved side with approximately 0.75 grams of the black oily test soil using a 3" foam brush.
  • the tiles were allowed to dry at room temperature overnight. The next day, the tiles were placed into a soaking tray containing about 200 grams of the cleaning composition for about 2 minutes.
  • the soil removal test was conducted using a Garner Straightline Apparatus with a synthetic sponge. The sponge was pre-dampened with water with the excess water squeezed out and then saturated with about 50 grams of the test compositions.
  • the tiles were then placed into the Gardner Straightline Apparatus with the grain of the tiles parallel to the direction of sponge travel.
  • the tiles were then scrubbed with about 2 pounds of pressure with the moistened synthetic sponge for 40 cycles, rotating the tiles 90 degrees every 10 cycles for a complete 360 degree rotation of the tiles.
  • the tiles were then rinsed with city water and dried overnight at room temperature.
  • Hunter Lab L ⁇ reflectance of the soiled tiles and washed tiles were measured.
  • percent soil removal soiled L ′ * ⁇ washed L ′ * soiled L ′ * * 100
  • compositions were evaluated based on the d-limonene containing control formula.
  • compositions of the present invention were formulated at 113.4 g, 226.8 g, 453.6 g per 3.7 L concentrations (4, 8 and 16 ounce per gallon concentrations).
  • Example 1 includes a commercially available degreaser composition (control A) with d-limonene, compared to the same degreaser composition with d-limonene replaced 1:1 with either Steposol M8-10 (Representative Composition of the Invention 1) or Steposol M-10 (Representative Composition of the Invention 2).
  • Stepposol M-8-10) 113.4 g per 3.7 L (4) 81.30 Rep.1 (Steposol M-8-10) 226.8 g per 3.7 L (8) 89.17 Rep. 1 (Steposol M-8-10) 453.6 g per 3.7 L (16) 95.65 Rep. 2 (Steposol M-10) 113.4 g per 3.7 L (4) 80.38 Rep. 2 (Steposol M-10) 226.8 g per 3.7 L (8) 93.82 Rep. 2 (Steposol M-10) 453.6 g per 3.7 L (16) 95.76
  • Example 2 The same formulas in Example 1 were tested with black soil. The results are below in Table B and shown graphically in Figure 2.
  • Table B Product Concentration Percent Black Oily Soil Removal Water 68.07 Control (d-limonene) 113.4 g per 3.7 L (4) 79.52 Control (d-limonene) 226.8 g per 3.7 L (8) 82.13 Control (d-limonene) 453.6 g per 3.7 L (16) 87.83 Rep. 1 (Steposol M-8-10) 113.4 g per 3.7 L (4) 79.88 Rep. 1 (Steposol M-8-10) 226.8 g per 3.7 L (8) 81.31 Rep.
  • the alkyl amide solvent containing composition performed in most dilutions at least as well as d-limonene on black soil.
  • a strong solvent will dissolve entire residue.
  • the liquid will be black.
  • a medium strength solvent will dissolve part of the residue and the liquid will turn dark brown.
  • a weak solvent will not dissolve any of the asphalt reside and will not turn color.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)

Claims (8)

  1. Composition de nettoyage comprenant :
    (a) un solvant de type diméthylalkylamide en C8 et/ou C10 ;
    (b) un tensioactif anionique,
    (c) un cosolvant, dans lequel ledit cosolvant est l'éther de glycol,
    (d) un agent neutralisant en une quantité suffisante pour neutraliser le tensioactif anionique, dans lequel ledit agent neutralisant est un sel de métal alcalin, une amine ou un mélange de ceux-ci, et
    (e) de l'eau,
    dans laquelle ladite composition est essentiellement dépourvue de d-limonène.
  2. Composition de nettoyage selon la revendication 1, dans laquelle ledit diméthylalkylamide en C8 et/ou C10 est saturé.
  3. Composition de nettoyage selon la revendication 1, dans laquelle ledit tensioactif anionique est un sel, de préférence dans laquelle ledit sel est un sel d'amide.
  4. Composition de nettoyage selon la revendication 1, dans laquelle le solvant de type diméthylalkylamide en C8 et/ou C10 constitue entre 0,5 % en poids et 30 % en poids de la composition de nettoyage.
  5. Composition de nettoyage selon la revendication 1, dans laquelle le tensioactif anionique constitue entre 5 % en poids et 40 % en poids de la composition de nettoyage.
  6. Composition de nettoyage selon la revendication 1, dans laquelle ladite composition de nettoyage est une composition de pré-trempage pour casseroles et poêles ou une composition de nettoyage pour surfaces dures.
  7. Composition de nettoyage selon la revendication 1, comprenant en outre un agent chélatant comprenant de 0,01 % en poids à 15 % en poids de la composition de nettoyage.
  8. Procédé d'élimination de salissures d'aliments rouges ou de salissures huileuses noires d'une surface, le procédé comprenant :
    la dilution d'un nettoyant avec de l'eau de dilution pour former une solution d'utilisation,
    dans laquelle le nettoyant comprend un solvant de type diméthylalkylamide en C8 et/ou C10 ;
    un sel tensioactif anionique, un cosolvant dans lequel ledit cosolvant est l'éther de glycol,
    un agent neutralisant en une quantité suffisante pour neutraliser le tensioactif anionique dans lequel ledit agent neutralisant est un sel de métal alcalin, une amine ou un mélange de ceux-ci, et
    de l'eau, dans laquelle ladite composition est essentiellement dépourvue de d-limonène ; et
    la mise en contact de la surface avec la solution d'utilisation,
    de préférence dans laquelle ladite salissure comprend jusqu'à 20 % en poids de protéines.
EP18204040.2A 2014-03-07 2015-02-11 Amides d'alkyle d'élimination améliorée de salissures alimentaires Active EP3470506B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP18204040.2A EP3470506B1 (fr) 2014-03-07 2015-02-11 Amides d'alkyle d'élimination améliorée de salissures alimentaires

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US14/201,265 US20150252310A1 (en) 2014-03-07 2014-03-07 Alkyl amides for enhanced food soil removal and asphalt dissolution
EP15758864.1A EP3114199B1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes
EP18204040.2A EP3470506B1 (fr) 2014-03-07 2015-02-11 Amides d'alkyle d'élimination améliorée de salissures alimentaires
PCT/US2015/015466 WO2015134163A1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes

Related Parent Applications (2)

Application Number Title Priority Date Filing Date
EP15758864.1A Division EP3114199B1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes
EP15758864.1A Division-Into EP3114199B1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes

Publications (2)

Publication Number Publication Date
EP3470506A1 EP3470506A1 (fr) 2019-04-17
EP3470506B1 true EP3470506B1 (fr) 2022-11-30

Family

ID=54016762

Family Applications (2)

Application Number Title Priority Date Filing Date
EP18204040.2A Active EP3470506B1 (fr) 2014-03-07 2015-02-11 Amides d'alkyle d'élimination améliorée de salissures alimentaires
EP15758864.1A Active EP3114199B1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP15758864.1A Active EP3114199B1 (fr) 2014-03-07 2015-02-11 Alkylamides pour une élimination améliorée des taches d'origine alimentaire et la dissolution des asphaltes

Country Status (10)

Country Link
US (3) US20150252310A1 (fr)
EP (2) EP3470506B1 (fr)
JP (2) JP6680700B2 (fr)
CN (2) CN110229722A (fr)
AU (2) AU2015225664B2 (fr)
BR (1) BR112016020529B1 (fr)
CA (1) CA2941449C (fr)
ES (2) ES2721271T3 (fr)
MX (1) MX2016010897A (fr)
WO (1) WO2015134163A1 (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9487735B2 (en) * 2012-05-14 2016-11-08 Ecolab Usa Inc. Label removal solution for low temperature and low alkaline conditions
US11053464B2 (en) 2014-03-22 2021-07-06 United Laboratories International, Llc Solvent composition and process for removal of asphalt and other contaminant materials
US11946021B2 (en) * 2014-03-22 2024-04-02 United Laboratories International, Llc Solvent composition and process for removal of asphalt and other contaminant materials
BR112018000611A2 (pt) * 2015-07-14 2018-09-11 Ecolab Usa Inc composição de limpeza espumante, e, método de limpeza para remover sujeira e/ou detritos.
WO2018052483A1 (fr) * 2016-09-13 2018-03-22 Ashland Licensing And Intellectual Property, Llc Composition de nettoyage et méthode d'essai pour des dépôts sur des soupapes d'admission d'air
ES2873549T3 (es) 2015-09-18 2021-11-03 Valvoline Licensing & Intellectual Property LLC Composición y método de limpieza de depósitos de válvula de admisión
US9670433B1 (en) * 2015-12-28 2017-06-06 Ecolab Usa Inc. Hard surface cleaning compositions
AU2018250581B2 (en) * 2017-04-11 2023-07-13 Stepan Company Composition for disinfecting surfaces containing tuberculosis causing bacteria
JP6705560B2 (ja) 2018-03-30 2020-06-03 Jfeスチール株式会社 高強度鋼板およびその製造方法
US11788163B2 (en) 2018-03-30 2023-10-17 Jfe Steel Corporation High-strength steel sheet and method for manufacturing same
EP3778975A1 (fr) * 2018-03-30 2021-02-17 JFE Steel Corporation Tôle d'acier à haute résistance et son procédé de production
US11518966B2 (en) * 2019-11-07 2022-12-06 Envirox, L.L.C. Peroxide-based multi-purpose cleaning, degreasing, sanitizing, and disinfecting solutions and methods for preparing the same
IT202000001945A1 (it) * 2020-01-31 2021-07-31 Chimec Spa Prodotti e metodo per la decontaminazione e la pulizia di sistemi contenenti idrocarburi
WO2022058582A1 (fr) 2020-09-21 2022-03-24 Unilever Ip Holdings B.V. Composition de nettoyage pour surface dure
CN112680294B (zh) * 2020-12-25 2021-10-29 广东自由能科技股份有限公司 一种水性可剥离沥青清洗剂及其制备方法和应用
CN114164062B (zh) * 2021-11-19 2023-10-27 广州市标榜汽车用品实业有限公司 一种水性柏油清洁剂及其制备方法

Family Cites Families (156)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3048548A (en) 1959-05-26 1962-08-07 Economics Lab Defoaming detergent composition
NL128174C (fr) 1962-02-28
US3442242A (en) 1967-06-05 1969-05-06 Algonquin Shipping & Trading Stopping and manoeuvering means for large vessels
IS1740B (is) 1982-02-05 1999-12-31 Albright & Wilson Uk Limited Samsetning á hreinsivökva
US4488981A (en) 1983-09-06 1984-12-18 A. E. Staley Manufacturing Company Lower alkyl glycosides to reduce viscosity in aqueous liquid detergents
GB8328991D0 (en) 1983-10-31 1983-11-30 Unilever Plc Liquid scouring compositions
JPS60189108A (ja) 1984-03-08 1985-09-26 日本石油化学株式会社 電気絶縁油
US5001114A (en) 1986-09-05 1991-03-19 Henkel Kommanditgesellschaft Auf Aktien Alkyl mono and polyglycoside phosphate esters
ZA876189B (en) 1986-09-08 1989-04-26 Colgate Palmolive Co High foam nonaqueous liquid nonionic laundry detergent composition and method of use
US4830773A (en) 1987-07-10 1989-05-16 Ecolab Inc. Encapsulated bleaches
US5118440A (en) 1990-03-05 1992-06-02 The Procter & Gamble Company Light-duty liquid dishwashing detergent composition containing alkyl polysaccharide and alpha-sulfonated fatty acid alkyl ester surfactants
DE4015655A1 (de) 1990-05-16 1991-11-21 Basf Ag Alkylmono- und alkylpolyglucosidethercarboxylate, verfahren zu ihrer herstellung und ihre verwendung
ATE110767T1 (de) * 1990-09-28 1994-09-15 Procter & Gamble Polyhydroxyfettsäureamide und schaumverstärker enthaltende waschmittelzusammensetzungen.
US5254290A (en) 1991-04-25 1993-10-19 Genevieve Blandiaux Hard surface cleaner
JP2908592B2 (ja) * 1991-05-16 1999-06-21 花王株式会社 非水系高濃度界面活性剤の製造方法
US5527483A (en) 1991-05-31 1996-06-18 Colgate Palmolive Co. Nonaqueous gelled automatic dishwashing composition containing enzymes
US5252245A (en) 1992-02-07 1993-10-12 The Clorox Company Reduced residue hard surface cleaner
EP0636166A4 (fr) 1992-03-25 1999-02-03 Procter & Gamble Compositions de nettoyage.
GB9216409D0 (en) 1992-08-01 1992-09-16 Procter & Gamble Detergent compositions
GB2272450A (en) 1992-11-13 1994-05-18 Albright & Wilson Aqueous surfactant VI phase compositions
WO1994012609A1 (fr) 1992-11-30 1994-06-09 The Procter & Gamble Company Compositions detergentes comprenant un melange d'ions de calcium et de tensioactifs/savons non ioniques/anioniques selectionnes contenant des amides d'acide gras polyhydroxy
US5342534A (en) 1992-12-31 1994-08-30 Eastman Kodak Company Hard surface cleaner
SK53294A3 (en) 1993-05-07 1995-04-12 Albright & Wilson Concentrated aqueous mixture containing surface active matter and its use
AU7062494A (en) 1993-07-12 1995-02-13 Procter & Gamble Company, The Surfactant system
US5851973A (en) 1993-09-14 1998-12-22 The Procter & Gamble Company Manual dishwashing composition comprising amylase and lipase enzymes
GB2285052A (en) 1993-12-23 1995-06-28 Procter & Gamble Detergent composition
US6653273B2 (en) 1994-01-31 2003-11-25 Arch Chemicals, Inc. Wetting agents for concrete cleaning and adhesives
US7037884B2 (en) * 1994-02-23 2006-05-02 Ecolab Inc. Alkaline cleaners based on alcohol ethoxy carboxylates
JP2849041B2 (ja) 1994-06-30 1999-01-20 ザ、プロクター、エンド、ギャンブル、カンパニー 洗剤組成物
ATE278757T1 (de) 1994-07-07 2004-10-15 Clorox Co Antimikrobieller reiniger für harte oberflächen
US5691289A (en) 1994-11-17 1997-11-25 Kay Chemical Company Cleaning compositions and methods of using the same
US6121228A (en) 1994-12-15 2000-09-19 Colgate-Palmolive Co. Microemulsion light duty liquid cleaning compositions
WO1996018711A1 (fr) 1994-12-16 1996-06-20 The Procter & Gamble Company Composition liquide de nettoyage des surfaces dures comportant des tensioactifs a base d'alcools de guerbet fortement ethoxyles
US5525256A (en) 1995-02-16 1996-06-11 Henkel Corporation Industrial and institutional liquid cleaning compositions containing alkyl polyglycoside surfactants
GB9509452D0 (en) 1995-05-10 1995-07-05 Unilever Plc Light duty cleaning composititon
US6964942B2 (en) 1995-06-27 2005-11-15 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
CA2227222A1 (fr) 1995-07-17 1997-02-06 Henkel Corporation Emploi d'alcools alkoxyles pour reduire le moussage des polyglycosides d'alkyle dans des compositions nettoyantes
US5629278A (en) * 1995-09-18 1997-05-13 The Proctor & Gamble Company Detergent compositions
JP2000505349A (ja) 1996-02-14 2000-05-09 ヘンケル―エコラープ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング・ウント・コンパニー・オッフェネ・ハンデルスゲゼルシャフト 飲料びんの洗浄方法
ES2188902T3 (es) 1996-04-09 2003-07-01 Johnson Diversey Inc Solucion anti-corrosion para lavado de botellas.
US5948742A (en) 1996-04-12 1999-09-07 The Clorox Company Aerosol hard surface cleaner with enhanced bathroom soil removal
US20020169099A1 (en) 1996-04-15 2002-11-14 Stepan Company, A Corporation Of The State Of Delaware High foaming detergent composition having a non-ionic surfactant base
EP0805200B1 (fr) 1996-05-03 2003-07-16 The Procter & Gamble Company Composition de nettoyage pour surfaces dures
BR9712817A (pt) 1996-09-11 1999-11-23 Procter & Gamble Composição detergente
GB9619682D0 (en) 1996-09-20 1996-11-06 Unilever Plc Improvements relating to antimicrobial cleaning compositions
GB2320927B (en) * 1997-01-06 2001-04-18 Reckitt & Colman Inc Germicidal hard surface cleaner
CN1242797A (zh) * 1997-01-06 2000-01-26 雷克特和科尔曼公司 改进的起霜型消毒清洁组合物
US6060441A (en) 1997-04-10 2000-05-09 Henkel Corporation Cleaning compositions having enhanced enzyme activity
GB9709065D0 (en) 1997-05-02 1997-06-25 Unilever Plc Improvements relating to hard surface cleaning
US6432897B1 (en) 1997-06-05 2002-08-13 The Clorox Company Reduced residue hard surface cleaner
SE512839C2 (sv) 1997-06-27 2000-05-22 Tord Georg Eriksson Förfarande för rengöring av förpackningsmaskiner och hanteringsutrustning för livsmedel med mera, som innehåller konstruktionsdetaljer av aluminium och/eller mässing och sköljmedel för användning vid förfarandet
US5780417A (en) 1997-07-31 1998-07-14 Colgate-Palmolive Company Light duty liquid cleaning compositions
FR2769223B1 (fr) 1997-10-03 2003-08-22 Oreal Composition oxydante et utilisations pour la teinture, pour la deformation permanente ou pour la decoloration des fibres keratiniques
SE510989C2 (sv) 1997-10-29 1999-07-19 Akzo Nobel Nv Högakaliska kompositioner innehållande en hexylglykosid som hydrotrop
GB2336373B (en) 1998-04-14 2000-11-29 Reckitt & Colman Inc Aqueous disinfecting and cleaning compositions
US6194371B1 (en) 1998-05-01 2001-02-27 Ecolab Inc. Stable alkaline emulsion cleaners
DE19913036A1 (de) 1999-03-23 2000-09-28 Aventis Cropscience Gmbh Flüssige Zubereitungen und Tensid/Lösungsmittel-Systeme
US6369021B1 (en) 1999-05-07 2002-04-09 Ecolab Inc. Detergent composition and method for removing soil
GB9914671D0 (en) 1999-06-24 1999-08-25 Albright & Wilson Uk Ltd Structured surfactant systems
GB9919324D0 (en) 1999-08-16 1999-10-20 Agroserve Ltd Formulations
US6440082B1 (en) * 1999-09-30 2002-08-27 Medtronic Physio-Control Manufacturing Corp. Method and apparatus for using heart sounds to determine the presence of a pulse
US6995128B2 (en) 2000-03-24 2006-02-07 The Clorox Co. Mixed surfactant cleaning compositions with reduced streaking
AUPQ679100A0 (en) 2000-04-07 2000-05-11 Novapharm Research (Australia) Pty Ltd Process and composition for cleaning medical instruments
DE60114174T2 (de) 2000-04-28 2006-07-20 Ecolab Inc., St. Paul Antimikrobielle zusammensetzung
EP1162254A1 (fr) * 2000-06-09 2001-12-12 Clariant International Ltd. Compositions de nettoyage liquides polyvalentes
US6384010B1 (en) 2000-06-15 2002-05-07 S.C. Johnson & Son, Inc. All purpose cleaner with low organic solvent content
US6683036B2 (en) * 2000-07-19 2004-01-27 The Procter & Gamble Company Cleaning composition
US6740628B2 (en) * 2000-07-19 2004-05-25 The Procter & Gamble Company Cleaning composition
US6750187B2 (en) 2000-07-19 2004-06-15 The Proter & Gamble Company Cleaning composition
US20020037822A1 (en) * 2000-07-19 2002-03-28 Foley Peter Robert Cleaning composition
GB2370042A (en) 2000-12-15 2002-06-19 Reckitt Benckiser Inc Hard surface cleaning compositions
FR2819182B1 (fr) 2001-01-11 2003-02-21 Oreal Composition de nettoyage contenant un polymere amphiphile
US6821943B2 (en) 2001-03-13 2004-11-23 S. C. Johnson & Son, Inc. Hard surface antimicrobial cleaner with residual antimicrobial effect comprising an organosilane
EP1245668A3 (fr) 2001-03-30 2003-09-17 The Procter & Gamble Company Composition nettoyante
US6605584B2 (en) 2001-05-04 2003-08-12 The Clorox Company Antimicrobial hard surface cleaner comprising an ethoxylated quaternary ammonium surfactant
US20020188154A1 (en) * 2001-05-25 2002-12-12 Arceneaux Joann Polymer compositions and uses thereof
US6759382B2 (en) 2001-06-01 2004-07-06 Kay Chemical, Inc. Detergent composition containing a primary surfactant system and a secondary surfactant system, and a method of using the same
ES2305346T3 (es) 2001-09-24 2008-11-01 THE PROCTER & GAMBLE COMPANY Composicion limpiadora.
MXPA04004523A (es) 2001-11-14 2004-08-11 Procter & Gamble Composicion para el lavado automatico de platos y utensilios de cocina en forma de dosis unitaria que contiene un polimero antiescamas.
US6444635B1 (en) 2002-03-21 2002-09-03 Colgate-Palmolive Company Liquid cleaning composition having an improved preservative system
KR100494626B1 (ko) 2002-04-19 2005-06-13 주식회사 엘지생활건강 헹굼성이 우수한 주방용 세제 조성물
US7138129B2 (en) 2002-07-31 2006-11-21 Melaleuca, Inc. Skin care compositions
US6627612B1 (en) 2002-10-01 2003-09-30 Colonial Chemical Inc Surfactants based upon alkyl polyglycosides
US6696399B1 (en) * 2002-10-15 2004-02-24 Cleaning Systems, Inc. Cleaning composition
US20040149311A1 (en) * 2002-11-15 2004-08-05 The Procter & Gamble Company Method for cleaning cookware and tableware with film-forming liquid dishwashing compositions, and compositions therefore
US20050215449A1 (en) 2002-11-20 2005-09-29 Josef Penninger Textile care product
DE10258831A1 (de) 2002-12-17 2004-07-08 Henkel Kgaa Reinigungsmittel für harte Oberflächen
US6953507B2 (en) 2003-03-21 2005-10-11 Ecolab Inc. Low temperature cleaning
ITVA20030019A1 (it) 2003-06-13 2004-12-14 Lamberti Spa Detergenti liquidi acquosi a base di esteri anionici di alchilpoliglicosidi.
WO2004110153A1 (fr) 2003-06-17 2004-12-23 Henkel Kommanditgesellschaft Auf Aktien Agents destines a lutter contre les micro-organismes, renfermant de l'huile de patchouli, de l'alcool de patchouli et/ou leurs derives
US7341983B2 (en) 2003-08-04 2008-03-11 Ecolab Inc. Antimicrobial compositions including carboxylic acids and alkoxylated amines
DE10338070A1 (de) 2003-08-19 2005-03-17 Henkel Kgaa Auf Substratoberflächen aufziehende Mittel
US7084129B1 (en) 2003-09-15 2006-08-01 Colonial Chemical Antimicrobial quaternary surfactants based upon alkyl polyglycoside
US6958315B1 (en) 2003-09-24 2005-10-25 Colonial Chemical Amphoteric surfactants based upon alkyl polyglucoside
US7008930B1 (en) 2003-10-14 2006-03-07 Colonial Chemical Inc Non-ionic surfactants based upon alkyl polyglucoside
EP1524312A1 (fr) 2003-10-15 2005-04-20 The Procter & Gamble Company Composants de détergence ayant des propriétés physiques adaptées
EP1694805A1 (fr) 2003-12-15 2006-08-30 The Procter and Gamble Company Compositions permettant d'eliminer les salissures d'aliments cuits, cuits au four et brules
DE102004008302A1 (de) 2004-02-20 2005-09-01 Cognis Deutschland Gmbh & Co. Kg Verfahren zur Alkoxylierung von Alkyl- und/oder Alkenylpolyglykosiden
US6881710B1 (en) 2004-03-04 2005-04-19 Colonial Chemical Inc. Personal care products based upon surfactants based upon alkyl polyglucoside quaternary compounds
WO2005113735A1 (fr) 2004-04-21 2005-12-01 Stepan Company Nettoyant acide pour surface solide avec composé quaternaire alkoxylé
US7507399B1 (en) 2004-08-05 2009-03-24 Surfatech Corporation Functionalized polymeric surfactants based upon alkyl polyglycosides
US20060030512A1 (en) 2004-08-06 2006-02-09 Hart Eric R Cleaner leaving an anti-microbial film
DE102004054620A1 (de) 2004-11-11 2006-06-08 Henkel Kgaa Geranonitril-Substitut
US7776318B2 (en) 2004-11-26 2010-08-17 L'oreal S.A. Liquid cleaning composition comprising at least one anionic surfactant and its use for cleansing human keratin materials
US7803746B2 (en) 2004-12-16 2010-09-28 Georgia-Pacific Consumer Products Lp Antimicrobial foam hand soap comprising inulin or an inulin surfactant
US7087571B1 (en) 2005-01-25 2006-08-08 Colonial Chemical Alkyl polyglycoside derived sulfosuccinates
US20060222614A1 (en) 2005-04-04 2006-10-05 Buck Carol J Hair straightening compositions and methods
DE602006016938D1 (de) 2005-05-13 2010-10-28 Procter & Gamble Funktionalisierte folien
US7754670B2 (en) 2005-07-06 2010-07-13 Ecolab Inc. Surfactant peroxycarboxylic acid compositions
JP4979908B2 (ja) 2005-08-12 2012-07-18 花王株式会社 硬質表面の水切れ性付与剤
ES2337836T3 (es) 2005-10-21 2010-04-29 Telefonaktiebolaget Lm Ericsson (Publ) Encaminamiento de llamadas ims utilizando identificadores de recursos uniformes de telefonos (tel-uris).
ATE457343T1 (de) 2005-11-09 2010-02-15 Ecolab Inc Zusammensetzung mit oberflächenmodifizierenden eigenschaften
DE102005054565A1 (de) 2005-11-14 2007-05-16 Henkel Kgaa Oxidationsmittel enthaltende,wohlriechende Verbrauchsprodukte
DE102006018780A1 (de) 2006-04-20 2007-10-25 Henkel Kgaa Granulat eines sensitiven Wasch- oder Reinigungsmittelinhaltsstoffs
US7417020B2 (en) 2006-05-05 2008-08-26 Johnson & Johnson Consumer Companies, Inc. Compositions comprising low-DP polymerized surfactants and methods of use thereof
US7335627B1 (en) 2006-05-25 2008-02-26 Surfa Tech Corporation Polymeric alkylpolyglycoside carboxylates
US7503332B2 (en) 2006-08-08 2009-03-17 Cognis Ip Management Gmbh Surfactant compositions, cleaning compositions containing same, and methods for using
DE102007039649A1 (de) 2006-12-05 2008-06-12 Henkel Kgaa Reinigungsmittel für harte Oberflächen
CN101578130A (zh) 2007-01-11 2009-11-11 陶氏环球技术公司 烷氧基化物混合物表面活性剂
EP2164332A4 (fr) 2007-01-30 2013-05-22 Arkema Inc Composition de nettoyage et de désinfection d'une surface dure
US7375064B1 (en) 2007-02-20 2008-05-20 Surfatech Corporation Functionalized polymeric surfactants based upon alkyl polyglycosides
US8097241B2 (en) 2007-04-06 2012-01-17 Lawrence Orubor Formulation and method for treating animal waste
EP2036972B1 (fr) 2007-09-14 2012-02-29 Cognis IP Management GmbH Préparation de sulfate d'alcools gras hautement concentrée
ES2386384T3 (es) 2008-04-19 2012-08-20 Cognis Ip Management Gmbh Composiciones para el desengrasado de superficies metálicas
WO2009151467A1 (fr) 2008-06-11 2009-12-17 The Clorox Company Compositions nettoyantes naturelles
US7939488B2 (en) * 2008-08-26 2011-05-10 The Clorox Company Natural disinfecting cleaners
US7608573B1 (en) 2008-08-26 2009-10-27 The Clorox Company Natural heavy duty cleaners
US7629305B1 (en) 2008-08-26 2009-12-08 The Clorox Company Natural soil and stain removers
US7939486B2 (en) 2008-08-26 2011-05-10 The Clorox Company Natural cleaners
US7939487B2 (en) 2008-08-26 2011-05-10 The Clorox Company Natural cleaners
ES2472391T3 (es) * 2009-07-08 2014-07-01 The Procter & Gamble Company Composición limpiadora para superficies duras
US20110150817A1 (en) * 2009-12-17 2011-06-23 Ricky Ah-Man Woo Freshening compositions comprising malodor binding polymers and malodor control components
CN102762709B (zh) * 2009-12-17 2017-02-08 斯特潘公司 发泡液体洗涤剂组合物
ES2403481T3 (es) * 2010-04-22 2013-05-20 Cognis Ip Management Gmbh Composiciones disolventes
US8389457B2 (en) 2010-09-22 2013-03-05 Ecolab Usa Inc. Quaternary functionalized alkyl polyglucosides for enhanced food soil removal
US8329633B2 (en) 2010-09-22 2012-12-11 Ecolab Usa Inc. Poly quaternary functionalized alkyl polyglucosides for enhanced food soil removal
US20120046208A1 (en) 2010-08-23 2012-02-23 Ecolab Usa Inc. Poly phosphate functionalized alkyl polyglucosides for enhanced food soil removal
US8390969B2 (en) * 2010-07-12 2013-03-05 Monolithic Power Systems, Inc. Smoke-free ESD protection structure used in integrated circuit devices
US8637725B2 (en) * 2010-08-16 2014-01-28 Fasttrack Medical Solutions Llc Kit for low profile thoracic wound seal with laterally-directed discharge
US9095134B2 (en) 2010-09-22 2015-08-04 Ecolab Usa Inc. Antimicrobial compositions containing cationic active ingredients and quaternary sugar derived surfactants
ES2623543T3 (es) 2010-10-25 2017-07-11 Stepan Company Amidas grasas y derivados de una metátesis de aceite natural
AU2011323849B2 (en) 2010-10-25 2015-07-16 Stepan Company Hard surface cleaners based on compositions derived from natural oil metathesis
CA2815645C (fr) 2010-10-25 2017-08-15 Stepan Company Esters gras alcoxyles et derives a partir de la metathese d'huiles naturelles
EP2632890B8 (fr) 2010-10-25 2017-04-12 Stepan Company Amines grasses, amidoamines grasses et leurs dérivés provenant de la métathèse d'huiles naturelles
WO2012068001A1 (fr) * 2010-11-17 2012-05-24 Isp Investments Inc. Éthers de n-alkyl-lactames, compositions les contenant et utilisations
JP2013032473A (ja) * 2011-07-29 2013-02-14 Mitsuhiro Kawada 水系洗浄剤
JP5602199B2 (ja) * 2011-10-12 2014-10-08 花王株式会社 手洗い用食器洗浄剤組成物
JP2013203776A (ja) * 2012-03-27 2013-10-07 Lion Corp 衣料用液体洗浄剤組成物
MX357631B (es) * 2012-04-24 2018-07-17 Stepan Co Limpiadores acuosos de superficies duras basados en terpenos y derivados de acidos grasos.
US9487735B2 (en) * 2012-05-14 2016-11-08 Ecolab Usa Inc. Label removal solution for low temperature and low alkaline conditions
EP2850167B1 (fr) * 2012-05-14 2018-10-31 Ecolab USA Inc. Solution de retrait d'étiquette pour des bouteilles de boisson consignées
JP2013249354A (ja) * 2012-05-31 2013-12-12 Lion Corp 増粘剤含有組成物及び液体洗浄剤ならびにこれらの製造方法
JP5912899B2 (ja) * 2012-06-19 2016-04-27 花王株式会社 アニオン界面活性剤組成物の製造方法
WO2014163947A1 (fr) * 2013-03-13 2014-10-09 M-I Drilling Fluids U.K. Limited Fluides stabilisés par un colloïde protecteur
US20150009874A1 (en) * 2013-07-08 2015-01-08 Amazon Technologies, Inc. Techniques for optimizing propagation of multiple types of data
EP3019147B1 (fr) * 2013-07-12 2020-09-02 Stepan Company Produits nettoyants d'hygiène corporelle et mélange de tensioactifs associé

Also Published As

Publication number Publication date
JP6680700B2 (ja) 2020-04-15
CA2941449A1 (fr) 2015-09-11
EP3470506A1 (fr) 2019-04-17
WO2015134163A1 (fr) 2015-09-11
US20240052271A1 (en) 2024-02-15
CA2941449C (fr) 2020-07-07
US20190153362A1 (en) 2019-05-23
EP3114199A4 (fr) 2017-11-01
BR112016020529A2 (fr) 2017-08-15
MX2016010897A (es) 2016-10-26
AU2017204443A1 (en) 2017-07-20
ES2721271T3 (es) 2019-07-30
AU2017204443B2 (en) 2018-09-06
BR112016020529B1 (pt) 2022-09-13
US11834624B2 (en) 2023-12-05
JP2017507235A (ja) 2017-03-16
AU2015225664A1 (en) 2016-09-01
AU2015225664B2 (en) 2017-04-20
US20150252310A1 (en) 2015-09-10
EP3114199B1 (fr) 2019-01-23
ES2934803T3 (es) 2023-02-27
JP2019065292A (ja) 2019-04-25
CN106170537A (zh) 2016-11-30
CN110229722A (zh) 2019-09-13
EP3114199A1 (fr) 2017-01-11

Similar Documents

Publication Publication Date Title
US20240052271A1 (en) Alkyl amides for enhanced food soil removal and asphalt dissolution
US8172953B2 (en) Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant
US8216988B2 (en) Method of removing enhanced food soil from a surface using a sulfonated alkyl polyglucoside composition
US20130023458A1 (en) Betaine functionalized alkyl polyglucosides for enhanced food soil removal
US8460477B2 (en) Ethoxylated alcohol and monoethoxylated quaternary amines for enhanced food soil removal
US20120053111A1 (en) Alkyl polypentosides and alkyl polyglucosides (c8-c11) used for enhanced food soil removal
US8262805B2 (en) Poly sulfonate functionalized alkyl polyglucosides for enhanced food soil removal
US10655085B2 (en) Stearyl and lauryl dimoniumhydroxy alkyl polyglucosides for enhanced food soil removal
US20130053297A1 (en) Poly quaternary functionalized alkyl polyglucosides for enhanced food soil removal
US8389457B2 (en) Quaternary functionalized alkyl polyglucosides for enhanced food soil removal
US8969285B2 (en) Phosphate functionalized alkyl polyglucosides used for enhanced food soil removal
WO2011161604A2 (fr) Polygllucosides d'alkyle fonctionnalisés pour élimination améliorée de salissures huileuses et d'aliments

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN PUBLISHED

AC Divisional application: reference to earlier application

Ref document number: 3114199

Country of ref document: EP

Kind code of ref document: P

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20190924

RBV Designated contracting states (corrected)

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20200102

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20220701

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AC Divisional application: reference to earlier application

Ref document number: 3114199

Country of ref document: EP

Kind code of ref document: P

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 1534697

Country of ref document: AT

Kind code of ref document: T

Effective date: 20221215

Ref country code: DE

Ref legal event code: R096

Ref document number: 602015081832

Country of ref document: DE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2934803

Country of ref document: ES

Kind code of ref document: T3

Effective date: 20230227

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG9D

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20221130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20230331

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20230228

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1534697

Country of ref document: AT

Kind code of ref document: T

Effective date: 20221130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20230330

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20230301

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20230110

Year of fee payment: 9

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

Ref country code: AL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602015081832

Country of ref document: DE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20230228

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230211

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

26N No opposition filed

Effective date: 20230831

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20221130

REG Reference to a national code

Ref country code: IE

Ref legal event code: MM4A

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20231221

Year of fee payment: 10

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230211

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20231212

Year of fee payment: 10

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20230228

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20240306

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20231220

Year of fee payment: 10